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MA31416B1 - NEW AGOMELATIN SYNTHESIS PROCESS - Google Patents

NEW AGOMELATIN SYNTHESIS PROCESS

Info

Publication number
MA31416B1
MA31416B1 MA32134A MA32134A MA31416B1 MA 31416 B1 MA31416 B1 MA 31416B1 MA 32134 A MA32134 A MA 32134A MA 32134 A MA32134 A MA 32134A MA 31416 B1 MA31416 B1 MA 31416B1
Authority
MA
Morocco
Prior art keywords
agomelatin
new
synthesis process
synthesis
new agomelatin
Prior art date
Application number
MA32134A
Other languages
French (fr)
Inventor
Hardouin Christophe
Lecouve Jean-Pierre
Bragnier Nicolas
Original Assignee
Servier Lab
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=40352219&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=MA31416(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Servier Lab filed Critical Servier Lab
Publication of MA31416B1 publication Critical patent/MA31416B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/02Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • A61P15/10Drugs for genital or sexual disorders; Contraceptives for impotence
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • A61P15/18Feminine contraceptives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/06Antimigraine agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/22Anxiolytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/02Immunomodulators
    • A61P37/06Immunosuppressants, e.g. drugs for graft rejection
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/12Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/08Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to acyclic carbon atoms of a saturated carbon skeleton containing rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/11Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/01Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/16Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C07C233/17Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
    • C07C233/18Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom having the carbon atom of the carboxamide group bound to a hydrogen atom or to a carbon atom of an acyclic saturated carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00Carboxylic acid amides
    • C07C233/90Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated
    • C07C233/91Carboxylic acid amides having nitrogen atoms of carboxamide groups further acylated with carbon atoms of the carboxamide groups bound to acyclic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Neurosurgery (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Immunology (AREA)
  • Psychiatry (AREA)
  • Endocrinology (AREA)
  • Pain & Pain Management (AREA)
  • Gynecology & Obstetrics (AREA)
  • Reproductive Health (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Psychology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Transplantation (AREA)
  • Hospice & Palliative Care (AREA)
  • Anesthesiology (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Indole Compounds (AREA)
MA32134A 2008-08-05 2009-07-31 NEW AGOMELATIN SYNTHESIS PROCESS MA31416B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR0804465A FR2934859B1 (en) 2008-08-05 2008-08-05 NEW PROCESS FOR THE SYNTHESIS OF AGOMELATIN

Publications (1)

Publication Number Publication Date
MA31416B1 true MA31416B1 (en) 2010-06-01

Family

ID=40352219

Family Applications (1)

Application Number Title Priority Date Filing Date
MA32134A MA31416B1 (en) 2008-08-05 2009-07-31 NEW AGOMELATIN SYNTHESIS PROCESS

Country Status (47)

Country Link
US (2) US8212077B2 (en)
EP (1) EP2151428B1 (en)
JP (1) JP5112400B2 (en)
KR (1) KR101127278B1 (en)
CN (1) CN101643434B (en)
AP (1) AP3167A (en)
AR (1) AR074888A1 (en)
AT (1) ATE548345T1 (en)
AU (1) AU2009203105B2 (en)
BR (1) BRPI0902825A2 (en)
CA (1) CA2674760C (en)
CL (1) CL2009001686A1 (en)
CO (2) CO6120163A1 (en)
CR (2) CR10960A (en)
CU (1) CU23859B1 (en)
CY (1) CY1112829T1 (en)
DK (1) DK2151428T3 (en)
EA (1) EA017848B1 (en)
EC (1) ECSP099560A (en)
ES (1) ES2384021T3 (en)
FR (1) FR2934859B1 (en)
GE (1) GEP20125512B (en)
GT (1) GT200900222A (en)
HK (1) HK1141007A1 (en)
HN (1) HN2009001436A (en)
HR (1) HRP20120407T1 (en)
IL (1) IL200137A (en)
JO (1) JO2818B1 (en)
MA (1) MA31416B1 (en)
ME (1) ME00928B (en)
MX (1) MX2009008196A (en)
MY (1) MY144936A (en)
NI (1) NI200900153A (en)
NZ (1) NZ578825A (en)
PE (1) PE20100262A1 (en)
PL (1) PL2151428T3 (en)
PT (1) PT2151428E (en)
RS (1) RS52352B (en)
SA (1) SA109300502B1 (en)
SG (1) SG158836A1 (en)
SI (1) SI2151428T1 (en)
SV (1) SV2009003343A (en)
TW (1) TWI398428B (en)
UA (1) UA102220C2 (en)
UY (1) UY32012A (en)
WO (1) WO2010015745A1 (en)
ZA (1) ZA200905335B (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102190594A (en) * 2010-03-17 2011-09-21 上海医药工业研究院 Agomelatine hydrogen chloride hydrate and preparation method thereof
CL2011001405A1 (en) 2010-06-10 2012-03-30 Gador S A Conicet Procedure for the preparation of n- [2- (7-methoxy-1-naphthyl) ethyl] acetamide, agomethalin.
CN102229541A (en) * 2010-09-17 2011-11-02 福建广生堂药业有限公司 Method for preparing Agomelatine N-[2-(7-methoxynaphthalene-1-yl)ethyl] acetamide
CN102531956B (en) * 2010-12-21 2014-07-09 浙江九洲药业股份有限公司 Intermediate for preparing agomelatine and relevant preparation method
FR2970001B1 (en) * 2011-01-05 2013-01-04 Servier Lab NEW PROCESS FOR THE SYNTHESIS OF AGOMELATIN
EP2562151A1 (en) 2011-08-25 2013-02-27 Dr. Reddy's Laboratories Ltd. Processes for the preparation of agomelatine and its intermediates
ITMI20121444A1 (en) 2012-08-27 2014-02-28 Procos Spa PROCESS FOR AGOMELATINE PRODUCTION
WO2014072998A1 (en) 2012-11-07 2014-05-15 Cadila Healthcare Limited An improved process for preparation of agomelatine
CN105745190A (en) * 2013-11-20 2016-07-06 玛耐科股份有限公司 Bromine-containing N-phenyldiacrylimide derivative and method for producing same
FR3014437B1 (en) * 2013-12-05 2016-12-23 Servier Lab NEW PROCESS FOR THE SYNTHESIS OF AGOMELATIN
FR3014434B1 (en) * 2013-12-05 2015-12-25 Servier Lab NOVEL PROCESS FOR THE SYNTHESIS OF 7-METHOXY-NAPHTHALENE-1-CARBALDEHYDE AND APPLICATION TO THE SYNTHESIS OF AGOMELATIN
CN114394906A (en) * 2022-03-24 2022-04-26 中孚药业股份有限公司 Preparation method of agomelatine intermediate
CN115872887B (en) * 2022-12-30 2023-07-07 上海国创医药股份有限公司 Preparation method of agomelatine

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2658818B1 (en) * 1990-02-27 1993-12-31 Adir Cie NOVEL DERIVATIVES WITH NAPHTHALENIC STRUCTURE, PROCESS FOR THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.
DE19825454A1 (en) * 1998-06-06 1999-12-16 Aventis Res & Tech Gmbh & Co Process for the preparation of aromatic olefins with catalysis by palladium catalysts with phosphite ligands
FR2784375B1 (en) * 1998-10-12 2000-11-24 Adir NOVEL CYCLOALKYLENIC CHAIN DERIVATIVES, THEIR PREPARATION PROCESS AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
DE19859684A1 (en) * 1998-12-23 2000-06-29 Bayer Ag Process for the preparation of fluorine-containing phenethylamines and new, fluorine-containing beta-iminovinyl- and beta-iminoethylbenzenes
DE19931116A1 (en) * 1999-07-06 2001-01-11 Bayer Ag Process for the production of phenethylamines and new chemical compounds
FR2866335B1 (en) * 2004-02-13 2006-05-26 Servier Lab NEW PROCESS FOR THE SYNTHESIS OF AGOMELATIN
WO2005082343A2 (en) * 2004-02-25 2005-09-09 La Jolla Pharmaceutical Company Amines and amides for the treatment of diseases
KR20060131899A (en) * 2004-03-15 2006-12-20 아노르메드 인코포레이티드 Process for the synthesis of a cxcr4 antagonist
WO2007091393A1 (en) * 2006-02-07 2007-08-16 Taisho Pharmaceutical Co., Ltd. 10a-AZALIDE COMPOUND
CN101638376B (en) 2008-07-29 2011-04-27 江苏恩华药业股份有限公司 Method for preparing agomelatine and intermediate of agomelatine

Also Published As

Publication number Publication date
CU20090137A7 (en) 2012-03-15
EP2151428B1 (en) 2012-03-07
JP2010059153A (en) 2010-03-18
WO2010015745A1 (en) 2010-02-11
AU2009203105B2 (en) 2013-09-05
JO2818B1 (en) 2014-09-15
KR20100017069A (en) 2010-02-16
ATE548345T1 (en) 2012-03-15
PL2151428T3 (en) 2012-07-31
MY144936A (en) 2011-11-29
EP2151428A1 (en) 2010-02-10
HN2009001436A (en) 2011-09-22
IL200137A (en) 2013-03-24
AP3167A (en) 2015-03-31
AP2009004944A0 (en) 2009-08-31
CO6120163A1 (en) 2010-01-29
JP5112400B2 (en) 2013-01-09
EA200900946A1 (en) 2010-04-30
NZ578825A (en) 2010-12-24
CL2009001686A1 (en) 2010-07-19
US8212077B2 (en) 2012-07-03
PE20100262A1 (en) 2010-04-10
CR20150055A (en) 2015-05-18
MX2009008196A (en) 2010-03-01
CO6120150A1 (en) 2010-01-29
SG158836A1 (en) 2010-02-26
US20120245363A1 (en) 2012-09-27
IL200137A0 (en) 2010-05-31
FR2934859B1 (en) 2010-08-13
RS52352B (en) 2012-12-31
EA017848B1 (en) 2013-03-29
FR2934859A1 (en) 2010-02-12
TW201008899A (en) 2010-03-01
DK2151428T3 (en) 2012-07-02
UA102220C2 (en) 2013-06-25
SI2151428T1 (en) 2012-06-29
GEP20125512B (en) 2012-05-10
KR101127278B1 (en) 2012-04-12
ECSP099560A (en) 2010-03-31
AR074888A1 (en) 2011-02-23
CA2674760A1 (en) 2010-02-05
CN101643434B (en) 2012-07-25
HK1141007A1 (en) 2010-10-29
TWI398428B (en) 2013-06-11
SA109300502B1 (en) 2013-11-27
PT2151428E (en) 2012-04-18
CA2674760C (en) 2012-04-17
UY32012A (en) 2010-01-29
AU2009203105A1 (en) 2010-02-25
SV2009003343A (en) 2010-02-01
US20100036162A1 (en) 2010-02-11
GT200900222A (en) 2010-03-15
BRPI0902825A2 (en) 2011-04-26
ME00928B (en) 2012-06-20
CY1112829T1 (en) 2016-02-10
CN101643434A (en) 2010-02-10
ES2384021T3 (en) 2012-06-28
NI200900153A (en) 2010-03-25
HRP20120407T1 (en) 2012-06-30
ZA200905335B (en) 2010-05-26
CU23859B1 (en) 2013-02-26
CR10960A (en) 2009-09-14

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